Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | (1,1'-Biphenyl)-2-methanol | HCID 76229 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20226495 | HCID 20226495 | 79% |
Reaction Steps
Into a 200 mL three-neck flask equipped with a stirrer, a thermometer, a cooling tube, and a calcium chloride tube, 20.0 g of ortho-phenylbenzyl alcohol, 100.0 g of anhydrous toluene, 13.2 g of triethylamine, and 7.8 mg of methoquinone were charged and cooled to 10° C. or less using an ice bath. Into the flask, 11.8 g of acryloyl chloride wad dropped for 30 minutes. The temperature was increased to room temperature and a reaction was caused to proceed for two hours. After the reaction, the reaction solution was poured into water and washed with a 5% NaOH aqueous solution and a saline solution, and the solvent was distilled off to obtain an orange liquid. The orange liquid was purified with a silica gel column to obtain 20.44 g of ortho-phenylbenzyl acrylate. The obtained ortho-phenylbenzyl acrylate was a colorless, transparent liquid at ordinary temperature and had a refractive index of 1.5776 and a viscosity of 27 mPa·s at 25° C. The measurement result of 1H-NMR is shown below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156931B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-a9300fe780ff40b99cebfbc0e7ecf0df |
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| Source note | uspto-grants-2015_10 |
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